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Chemistry (249)
CHEM 343 (20)
Yian Shi (16)
Lecture

Re and si faces (stereochemistry of nucleophilic addition), nucleophilic addition to a,B-unsaturated aldehydes and ketones

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Department
Chemistry
Course
CHEM 343
Professor
Yian Shi
Semester
Spring

Description
17 FebruaryStereochemistry of nucleophilic addition reactions re and si facesProchiral carbonyl carbona carbonyl carbon bonded to two different substituentsThe two faces may be classified as re or si according to the sequence ruleIf the substituents viewed from a particular face appear clockwise in order of decreasing priority then that face is re if counterclockwise then siNucleophilic addition to unsaturated aldehydes and ketonesThe reaction pattern direct addition vs conjugated addition depends on the nature of the nucleophileNucleophiles that are strong bases such as RMgX H tend to form direct addition productsNucleophiles that are relatively weak bases such as
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